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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469821Generated: October 28, 2026

Oxalyl chloride → HCID 71679057, compound

https://huagongshe.com/reaction/1469821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-2-fluoro-3-(pivalamidomethyl)benzoic acidHCID 58483374—
ReactantHCID 71678212HCID 71678212—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 71679057HCID 7167905713.6%

Reaction Steps

The title compound was prepared following the procedure described in Example-1 using 4-(2-fluoro-5-(trifluoromethyl)phenoxy)quinazolin-8-amine (Intermediate-22, 300 mg, 0.93 mmol), 6-chloro-2-fluoro-3-(pivalamidomethyl)benzoic acid (Intermediate-2, 322 mg, 1.12 mmol), oxalyl chloride (212 mg, 1.68 mmol), DMF (1 drop) and DIPEA (360 mg, 2.79 mmol) in CH2Cl2 (10 mL) to afford 75 mg of the title product. 1H NMR (300 MHz, DMSO-d6): δ 10.97 (s, 1H), 8.92-8.90 (d, J=7.2 Hz, 1H), 8.81 (s, 1H), 8.19-8.10 (m, 3H), 7.89-7.84 (m, 2H), 7.77-7.71 (t, J=9.9 Hz, 1H), 7.40-7.32 (m, 2H), 4.31-4.29 (d, J=6.0 Hz, 2H), 1.13 (s, 9H); MS (m/z): 593.31 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006257B2
Source datasetuspto-grants-2015_04
ORD IDord-75d58648d9aa4ac2bc9f886d06aa95ff
Source noteuspto-grants-2015_04